2-Chloracetanilid

Chloroacetanilide

HCID 11485CAS 587-65-5

Grundinformationen

Standard-SMILES
O=C(CCl)Nc1ccccc1
InChIKey
VONWPEXRCLHKRJ-UHFFFAOYSA-N
Summenformel
C8H8ClNO
Durchschnittliche Molmasse
169,61 g/mol
Monoisotopische Masse
169,02944156

Namen und Bezeichner

Bevorzugter Name
Chloroacetanilide
IUPAC
2-chloro-N-phenylacetamide
Lokaler Name
2-Chloracetanilid
Englischer Name
2-Chloro-N-phenylacetamide
Summenformel
C8H8ClNO
Molmasse
169.61

Namen und Synonyme

2-CHLORO-N-PHENYLACETAMIDE2-Chloroacetanilide587-65-5ChloroacetanilideN-PhenylchloroacetamideN-Phenyl-2-chloroacetamideAcetanilide, 2-chloro-DTXSID3041409alpha-Chloroacetanilide2R6RM9R0W8NSC-311DTXCID1021409
Weitere Namen anzeigen
SKL808AKOS B015615ART-CHEM-BB B0156152-chloro-acetanilidDiclofenac Impurity 24Paracetamol Impurity 8N-(CHLOROACETYL)ANILINE
RefChem:86436209-604-0Acetamide, 2-chloro-N-phenyl-MFCD00018887.alpha.-ChloroacetanilideNSC 311Diclofenac Impurity T.omega.-Chloroacetanilide

Datenbank-Bezeichner

CAS
587-65-5
PubChem CID
11485
DTXSID
DTXSID3041409
ChEMBL
CHEMBL2164307
UNII
2R6RM9R0W8
EC Number
209-604-0
Nikkaji
J33.441C

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,6
Polarare Oberfläche (TPSA)
29,1 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
2
Schwere Atome
11

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
LogP · 2 Einträge

Log P= 1.63

1.63

Color/FormVery light beige, crystalline powder
SolubilityPractically insoluble
Melting Point86-88 °C

Physikochemische Eigenschaften

Schmelzpunkt
136 · 136-139 °C (lit.)
Siedepunkt
340 · 340.0±25.0 °C(Predicted)
Dichte
1.266 · 1.266±0.06 g/cm3(Predicted)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit
Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand
Solid

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (95.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazards SummaryAn irritant; May induce methemoglobinemia; [Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (95.1%)

Sicherheit und Schutzausrüstung

Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxikologische Informationen

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Non-Human Toxicity Excerpts · 2 Einträge

2-CHLORO-N-PHENYLACETAMIDE SHOWED RELATIVELY WEAK CHOLINE ACETYLTRANSFERASE INHIBITION ACTIVITY.

The effects of 2-chloroacetanilide (2-CAA), 3-chloroacetanilide (3-CAA) and 4-chloroacetanilide (4-CAA) on liver and kidney function and morphology were examined in rats. Male Fischer 344 rats were given a single ip injection of a chloroacetanilide at 0.5, 1.0 or 1.5 millimole/kg. Renal function was monitored for 24 or 48 hr following dosing. At 24 or 48 hr, liver function and tissue morphology were determined. At the two lower dose levels,all three chloroacetanilide isomers decr food and water intake on day 1 after treatment. Food intake remained depressed in 2-CAA and 3-CAA treated animals on the second day, but water intake was normal. Urinary protein excretion on day 1 was incr only in rats treated with 4-CAA. Blood urea nitrogen concn was not incr in any group at 48 hr while kidney weight was incr only in the 3-CAA treated group. Hepatic weight was incr at 48 hr in rats treated with 3-CAA and 4-CAA. Plasma alanine aminotransferase activity was incr at 48 hr only in the 4-CAA group. In additional studies, renal cortical slices from untreated rats were incubated with a chloroacetanilide or vehicle and the effect on organic ion accumulation was determined. Chloroacetanilides were shown to directly alter renal function in an isomer specific manner.

Sicherheitsdaten

wgk
3
hs_code
2921420090
RTECS-Nr.
AE1000000
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

Chemie und Industrie

Verwendung und Herstellung

UsesNot commercially produced in the US; [HSDB]
U.S. Exports · 2 Einträge

(1977) No Data

(1979) No Data

U.S. Imports · 2 Einträge

(1977) No Data

(1979) No Data

U.S. Production · 2 Einträge

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Anwendungen

Verwenden2-Chloro-N-phenylacetamide is used as a reagent in the synthesis of indolylmethylene benzo[h]thiazolo[2,3-b]quinazolinones which exhibit anticancer and antimicrobial activities in vitro.

Anbieter50 Anbieter

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